VP of People

Remote · Full-time · Remote · Posted Oct 5, 2026

At a glance

As VP of People, you'll step into a company with a strong remote-first culture ready to scale its reach and influence, shaping how we grow and differentiate ourselves as an employer of choice.
This is a hands-on leadership role in a remote-first company requiring high accountability, meaningful autonomy, and the opportunity to build, test, and refine how people drive growth at Help Scout.

Lead a team that owns all aspects of the employee lifecycle, from recruiting and onboarding to people and organizational development.
Manage programs including global compensation, organizational design, performance management, and employee retention and engagement.
Ensure a robust and scalable culture by maintaining a strong values-driven and accountable culture and owning systems that support remote work and collaboration.
Define how we measure the health of our people and our People programs, maintain that health, and regularly share progress at the leadership level and across the business.
Build our talent strategy and execute against it to ensure all our people programs and practices are aligned and effective, including a robust recruiting strategy and partnership to support hiring managers.
Bring an AI lens to everything, including how the People team uses AI to move faster and sharpen how they work, and helping all team members better leverage AI to work more effectively.
Drive Help Scout's new strategic narrative forward through our people by aligning People programs to business needs in a seamless and integrated way.
Establish clear planning, prioritization, and execution rhythms that provide clarity to your teams so they can operate at their best.

Served as a people leader at a scaling B2B SaaS company in the $30M–$150M ARR range.
Led organizations through a growth stage and know what it takes to get people thinking differently about how to get work done in a changing environment.
Had hands-on experience as an HRBP in your career with a deep understanding of what it means to be a partner to the business.
Have a genuine point of view on how AI can advance organizations’ people practices and are excited to put that into practice.
Creative in thinking about people and people strategies, leveraging innovative approaches in leadership to ensure people can perform at their best and have a great experience.
Hold a high bar, elevate those around you, and communicate clearly and empathetically in a remote setting.
Like to ship, measure, adjust and are not afraid of the tension between performance goals and long-term vision.

Competitive salary and an internal, transparent salary formula based on market data
Flexible time off
12 weeks of fully paid parental leave for all new parents, including adoption and foster care
A home office stipend to help you get set up and productive
A co-working stipend up to $300 a month if you choose to work out of your house
A yearly professional development stipend of $1,800 to help you grow in your craft
Top tier health insurance for U.S. or Canada employees and their dependents